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Colonial Homes for Sale in Annapolis, MD

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  • 1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    /71

    $1,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    1028 Sandpiper Ln, Annapolis, MD 21403

    Welcome to this beautifully maintained waterfront retreat featuring tranquil water views and a private pier equipped with a 12,500 lb. boat lift, water, and electric—just minutes by boat to downtown Annapolis! This home has been lovingly updated by its current owner and offers a perfect blend of comfort, quality, and coastal charm. Notable features include: Hardiplank siding and 2-car garage,

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (667) 226-0913

    1028 Sandpiper Ln, Annapolis, MD 21403
  • 290 Hilltop Ln, Annapolis, MD 21403
    290 Hilltop Ln, Annapolis, MD 21403
    290 Hilltop Ln, Annapolis, MD 21403
    /14

    $249,950

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    290 Hilltop Ln, Annapolis, MD 21403

    Open House Sunday, May 18th, 1-3 pm. Great Townhome at the Saltaire in Annapolis. 2 bedroom, 1.5 Bath with a fireplace and large back deck. Well priced in a popular community with a community pool, across from the Annapolis Recreation Center.

    Agent Photo

    McConkey Team

    Sell DC Real Estate

    (443) 998-9237

    290 Hilltop Ln, Annapolis, MD 21403
  • 1011 Dulaney Ln, Annapolis, MD 21403
    1011 Dulaney Ln, Annapolis, MD 21403
    1011 Dulaney Ln, Annapolis, MD 21403
    /29

    $2,600,000

    • 4 Beds
    • 4.5 Baths
    • 3,470 Sq Ft

    1011 Dulaney Ln, Annapolis, MD 21403

    Introducing a coastal gem with artistic touches... Nestled by the waterfront, this property offers a luxurious blend of functional design and artisan craftsmanship. With approximately 2,000 sq. ft. of Timbertek decking, relax on the master bedroom's private balcony with soft down-lighting or lounge on the carefully crafted deck seating under the bow window's gentle glow. Walk along durable brick

    Agent Photo

    Shane Hall

    Compass

    (410) 449-1994

    1011 Dulaney Ln, Annapolis, MD 21403
  • 244 Ebb Point Ln, Annapolis, MD 21401
    244 Ebb Point Ln, Annapolis, MD 21401
    /2

    $950,000 Open House 7/12

    • 4 Beds
    • 3.5 Baths
    • 3,103 Sq Ft

    244 Ebb Point Ln, Annapolis, MD 21401

    Coming Soon...Charming Brick Colonial in Prime Annapolis Location! OPEN HOUSE July 12th, Saturday from 1 - 3PM.Welcome to this beautifully maintained 2-story brick home on sought-after Ebb Point Ln in Annapolis, MD. Perfectly situated just minutes from the U.S. Naval Academy, Annapolis Mall, and downtown waterfront attractions, this home offers the best of convenience and charm.Boasting 4

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (410) 324-6375

    244 Ebb Point Ln, Annapolis, MD 21401
  • 15 E Nap Ln, Annapolis, MD 21409
    15 E Nap Ln, Annapolis, MD 21409
    /2

    $1,300,500 Coming Soon

    • 5 Beds
    • 3 Baths
    • 5,465 Sq Ft

    15 E Nap Ln, Annapolis, MD 21409

    Coming Soon! Get ready to fall in love with this Annapolis gem Nestled in the sought-after Captain Cove neighborhood on a 1.21-acre wooded lot, this beautifully maintained home is minutes from downtown Annapolis.Unique features include a rooftop deck, expansive back decking, and a bonus treehouse that doubles as a fun space for children or a peaceful retreat for adults—perfect as a she shed or

    Agent Photo

    Litra Simms

    Simms and Associates

    (443) 339-8629

    15 E Nap Ln, Annapolis, MD 21409
  • 3506 Rockway Ave, Annapolis, MD 21403
    3506 Rockway Ave, Annapolis, MD 21403
    /2

    $1,299,000 New Construction

    • 3 Beds
    • 4 Baths

    3506 Rockway Ave, Annapolis, MD 21403

    Amazing NEW CONSTRUCTION almost complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, detailed trim work, and a thoughtfully designed open-concept layout. The gourmet kitchen

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 934-3576

    3506 Rockway Ave, Annapolis, MD 21403
  • 1312 Cedar Park Rd, Annapolis, MD 21401
    1312 Cedar Park Rd, Annapolis, MD 21401
    1312 Cedar Park Rd, Annapolis, MD 21401
    /46

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    1312 Cedar Park Rd, Annapolis, MD 21401

    Step into timeless character and charm in this lovely updated three-level townhome condo, wherethoughtful details and upgrades create a truly special living experience. Outside, a blooming front cottage garden sets a warm and welcoming tone, bursting with color and texture in every season. Inside, the main level features hardwood floors throughout, arched doorways, replacement windows, and an

    Mary Gatton Redfin Corp

    1312 Cedar Park Rd, Annapolis, MD 21401
  • 1500 Chester Town Cir, Annapolis, MD 21409
    1500 Chester Town Cir, Annapolis, MD 21409
    1500 Chester Town Cir, Annapolis, MD 21409
    /27

    $489,900

    • 4 Beds
    • 2.5 Baths
    • 2,069 Sq Ft

    1500 Chester Town Cir, Annapolis, MD 21409

    Beautifully updated 4 Bedroom, 2.5 Bath End Unit in sought-after Broadneck community, conveniently located to Downtown Annapolis & Rt 50! Updated features include new HVAC (gas heat and central air – 2023), Primary bedroom with private bath with separate shower and soaking tub. Large kitchen with granite countertops, table space and slider out to wood balcony. Huge dining/living room with bay

    Brian Gearhart Benson & Mangold, LLC

    1500 Chester Town Cir, Annapolis, MD 21409
  • 987 St Johns Drive - Taft Model, Annapolis, MD 21409
    987 St Johns Drive - Taft Model, Annapolis, MD 21409
    987 St Johns Drive - Taft Model, Annapolis, MD 21409
    /9

    $874,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,740 Sq Ft

    987 St Johns Drive - Taft Model, Annapolis, MD 21409

    Construction Has Started on This Home - Will Be Ready for an August / September Move-In!! Builder has added lots of great options to this already amazing home. A 2 foot, 3 level rear extension, a butler’s pantry, a kitchen island, black plumbing fixtures and black hardware, upgraded Series 250 Pella windows, oak stairs and a basement areaway exit. Ameri-Star Homes is pleased to offer this

    Julie Lamartina-Dinko Douglas Realty, LLC

    987 St Johns Drive - Taft Model, Annapolis, MD 21409
  • 577 Francis Nicholson Way, Annapolis, MD 21401
    577 Francis Nicholson Way, Annapolis, MD 21401
    577 Francis Nicholson Way, Annapolis, MD 21401
    /35

    $504,000

    • 3 Beds
    • 3.5 Baths
    • 2,024 Sq Ft

    577 Francis Nicholson Way, Annapolis, MD 21401

    An incredible find; Welcome home to 577 Francis Nicholson Way, a rarely available end unit townhome residence in the highly desirable Tidewater Community! With fresh carpet on the main & upper floors along with new roof (1 year old), newer HVAC (under 2 years old), and newer hot water heater, move in complete peace of mind! Past the hardwood laden foyer, the kitchen flows with hardwoods, granite

    Alexander Lerner TTR Sotheby's International Realty

    577 Francis Nicholson Way, Annapolis, MD 21401
  • 418 Cranes Roost Ct, Annapolis, MD 21409
    418 Cranes Roost Ct, Annapolis, MD 21409
    418 Cranes Roost Ct, Annapolis, MD 21409
    /43

    $495,000 Open Thu 5PM - 7PM

    • 3 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    418 Cranes Roost Ct, Annapolis, MD 21409

    ** OPEN Thursday June 26 from 5-7 - Come on by and see this beauty in person! ** This beautifully updated and extra-wide interior townhome lives more like a single-family home, offering warmth, character, over 2500 finished square feet, and a spacious layout that stands out in the heart of the Broadneck Peninsula. You'll be amazed at the spaciousness - much larger than a normal townhome. The

    David Webber RE/MAX Leading Edge

    418 Cranes Roost Ct, Annapolis, MD 21409
  • 2000 Monticello Dr, Annapolis, MD 21401
    2000 Monticello Dr, Annapolis, MD 21401
    2000 Monticello Dr, Annapolis, MD 21401
    /51

    $1,200,000

    • 6 Beds
    • 6.5 Baths
    • 6,612 Sq Ft

    2000 Monticello Dr, Annapolis, MD 21401

    Welcome to this former model home in the exclusive Monticello enclave—just steps from restaurants and shopping. Offering over 6,500 sq ft of refined living space across three levels, this beautifully maintained residence features a dramatic two-story foyer with black-and-white marble flooring and designer lighting. The chef’s kitchen boasts high-end appliances, quartz waterfall counters, and

    Peggy Love Long & Foster Real Estate, Inc.

    2000 Monticello Dr, Annapolis, MD 21401
  • 709 Agnes Dorsey Place, Annapolis, MD 21401
    709 Agnes Dorsey Place, Annapolis, MD 21401
    709 Agnes Dorsey Place, Annapolis, MD 21401
    /46

    $575,000

    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft

    709 Agnes Dorsey Place, Annapolis, MD 21401

    Welcome to 709 Agnes Dorsey Place, a four-level townhome in Annapolis Townes at Neal Farm—a thoughtfully designed, pedestrian-friendly community blending traditional charm with modern convenience. This residence offers a flexible layout with three bedrooms, three full baths, and two half baths across spacious indoor and outdoor living areas.The main level features an open plan that integrates the

    Hazel Shakur Redfin Corp

    709 Agnes Dorsey Place, Annapolis, MD 21401
  • 57 Primrose Hill Ln, Annapolis, MD 21403
    57 Primrose Hill Ln, Annapolis, MD 21403
    57 Primrose Hill Ln, Annapolis, MD 21403
    /37

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,841 Sq Ft

    57 Primrose Hill Ln, Annapolis, MD 21403

    Stunning single family home in the private enclave of highly sought after Primrose Hill. This six year old custom Craftmark Home checks all the boxes for the discriminating buyer: elevator serving all three floors; spacious kitchen with oversized island; quartz countertops; custom cabinetry; open plan main level with gas fireplace; large first floor office or den; four large bedrooms on second

    Bridget Fischer Coastal Realty Maryland

    57 Primrose Hill Ln, Annapolis, MD 21403
  • 322 Halsey Rd, Annapolis, MD 21401
    322 Halsey Rd, Annapolis, MD 21401
    322 Halsey Rd, Annapolis, MD 21401
    /56

    $1,100,000

    • 3 Beds
    • 3 Baths
    • 2,808 Sq Ft

    322 Halsey Rd, Annapolis, MD 21401

    Another $50,000 price improvement!!! Nestled on the banks of Weems Creek off the Severn River, this exceptional waterfront Colonial in Admiral Heights offers 126 feet of private shoreline and deep water access (7-8' MLW) with a newer 80-foot pier perfect for boating enthusiasts. Lovingly maintained by its original owner, this spacious 3-level home features a soaring 2-story living room with a

    Chris May May Realty

    322 Halsey Rd, Annapolis, MD 21401
  • 146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    /48

    $1,399,900

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Experience Historic Charm & Modern Elegance in the Heart of Annapolis.Nestled in the heart of downtown Annapolis, this stunning historic Federal-style home offers the perfect blend of timeless character and modern sophistication. Located on the iconic Duke of Gloucester Street, this residence places you just steps away from the waterfront, top-tier dining, boutique shopping, and the rich history

    Phil Gerdes Real Broker, LLC - Annapolis

    146 Duke of Gloucester St, Annapolis, MD 21401
  • 1022 Boom Ct, Annapolis, MD 21401
    1022 Boom Ct, Annapolis, MD 21401
    1022 Boom Ct, Annapolis, MD 21401
    /48

    $459,000

    • 2 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    1022 Boom Ct, Annapolis, MD 21401

    Welcome to Heritage Harbour, the premier 55+ golf course community in Annapolis. Move right in to this renovated brick front, garage townhome offering over 2,000 sqft of finished living space with 2 bedrooms, 2 full and 1 half bathrooms and a bonus loft area! Entertain family or friends in the spacious layout with soaring, vaulted ceilings in the formal living room or outside on the patio in your

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1022 Boom Ct, Annapolis, MD 21401
  • 1707 Ritchie Hwy, Annapolis, MD 21409
    1707 Ritchie Hwy, Annapolis, MD 21409
    1707 Ritchie Hwy, Annapolis, MD 21409
    /34

    $1,325,000

    • 6 Beds
    • 4.5 Baths
    • 6,196 Sq Ft

    1707 Ritchie Hwy, Annapolis, MD 21409

    Back on the Market!Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike

    Mary Saba Keller Williams Select Realtors of Annapolis

    1707 Ritchie Hwy, Annapolis, MD 21409
  • 827 Janice Dr, Annapolis, MD 21403
    827 Janice Dr, Annapolis, MD 21403
    827 Janice Dr, Annapolis, MD 21403
    /62

    $1,150,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    827 Janice Dr, Annapolis, MD 21403

    Live the Eastport Dream – Luxury, Water Access & Walkability at 827 Janice Drive. Step into a rare opportunity to own a custom-built showpiece in Eastport’s best-kept secret—Green Acres. Welcome to 827 Janice Drive, where elevated design meets the unbeatable Annapolis lifestyle. This 4,000+ square foot home, meticulously constructed by Cedar Square Homes, is more than just beautiful—it's move-in

    Wendy Oliver Coldwell Banker Realty

    827 Janice Dr, Annapolis, MD 21403
  • 1602 Locksley Dr, Annapolis, MD 21401
    1602 Locksley Dr, Annapolis, MD 21401
    1602 Locksley Dr, Annapolis, MD 21401
    /4

    $1,175,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 4,239 Sq Ft

    1602 Locksley Dr, Annapolis, MD 21401

    Discover a fully renovated gem offering 4,316 sq ft of luxurious living space on a .94-acre wooded lot with a serene, private setting. This 4-bedroom, 3.5-bath home features a stunning walkout basement, a thoughtfully designed floor plan with high-end finishes throughout. The main house boasts all new: kitchens, bathrooms, appliances, floorings of hardwood, ceramic tile & luxury vinyl plank,

    Marsha Thompson Monument Sotheby's International Realty

    1602 Locksley Dr, Annapolis, MD 21401
  • 602 Yawl Ct, Annapolis, MD 21409
    602 Yawl Ct, Annapolis, MD 21409
    602 Yawl Ct, Annapolis, MD 21409
    /37

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    602 Yawl Ct, Annapolis, MD 21409

    Gorgeous 4-Bedroom Home in St. Margarets Landing. Located on one of the largest and most private lots in the neighborhood, this 4-bedroom, 3.5-bath home offers comfort, space, and an exceptional outdoor setting. Recent updates include fresh interior paint, updated lighting, wood floors, new carpet in several rooms, and a cozy fireplace with a beautiful stone surround. The kitchen and family room

    Elizabeth Dooner Coldwell Banker Realty

    602 Yawl Ct, Annapolis, MD 21409
  • 1600 Old Mill Bottom Run, Annapolis, MD 21409
    1600 Old Mill Bottom Run, Annapolis, MD 21409
    1600 Old Mill Bottom Run, Annapolis, MD 21409
    /56

    $989,000 Open Thu 3PM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 3,336 Sq Ft

    1600 Old Mill Bottom Run, Annapolis, MD 21409

    This is the one you have been waiting for! This gorgeous Koch built colonial has been fully renovated and is ready for it's new owners! This home features over 3300 finished square feet and over an acre of land. When you walk into the home you are greeted with gleaming hardwood floors throughout. There is a living room (which is currently being used as a music room) which flows gracefully into

    Melissa Murray Compass

    1600 Old Mill Bottom Run, Annapolis, MD 21409
  • 7 Somerset Ct, Annapolis, MD 21403
    7 Somerset Ct, Annapolis, MD 21403
    7 Somerset Ct, Annapolis, MD 21403
    /56

    $850,000

    • 5 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    7 Somerset Ct, Annapolis, MD 21403

    Welcome to this spacious 5-bedroom, 2.5-bath home located on a quiet cul-de-sac in one of Annapolis’ most desirable communities! The main level offers a large and functional layout featuring a cozy fireplace, dedicated dining room, formal living room, family room off the kitchen, and a convenient laundry room. A main-level bedroom provides flexible space ideal for a home office or guest

    Jennifer Chino Compass

    7 Somerset Ct, Annapolis, MD 21403
  • 1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    1901 Eamons Way, Annapolis, MD 21401
    /33

    $905,000

    • 3 Beds
    • 3.5 Baths
    • 4,060 Sq Ft

    1901 Eamons Way, Annapolis, MD 21401

    Welcome to this stunning 3 bedroom, 3.5 bath stone-front home situated on a large 9,289 sq .ft. corner lot in the sought-after Monticello community—just a short walk to shops and dining. The main level features an open living/dining area, gourmet kitchen with stainless appliances and granite counters, a spacious family room with gas fireplace that opens to a large screened-in porch, perfect for

    Peggy Love Long & Foster Real Estate, Inc.

    1901 Eamons Way, Annapolis, MD 21401
  • 710 Drake Way, Annapolis, MD 21401
    710 Drake Way, Annapolis, MD 21401
    710 Drake Way, Annapolis, MD 21401
    /77

    $889,000

    • 4 Beds
    • 4.5 Baths
    • 5,891 Sq Ft

    710 Drake Way, Annapolis, MD 21401

    This gorgeous home is priced to sell and offers over 6000+ square feet of finished living space!!! When you walk into the foyer you are greeted by the gorgeous hardwood flooring throughout. The Living room is the perfect spot for catching up guests while the Dining Room is spacious enough for the biggest holiday gathering. The gourmet kitchen offers granite countertops and stainless steel

    Melissa Murray Compass

    710 Drake Way, Annapolis, MD 21401
  • 307 Carriage Run Rd, Annapolis, MD 21403
    307 Carriage Run Rd, Annapolis, MD 21403
    307 Carriage Run Rd, Annapolis, MD 21403
    /52

    $789,000

    • 4 Beds
    • 3.5 Baths
    • 2,042 Sq Ft

    307 Carriage Run Rd, Annapolis, MD 21403

    Welcome to the Sought-After Hunt Meadow Community! Featuring approximately 3,000 square feet of living space, this 4 bedrooms and 3.5 baths home is the perfect blend of comfort and functionality. Step inside and be greeted by a two-story foyer providing an abundance of natural light. The main level offers a separate living and dining room in the front of the home flowing seamlessly into the

    Sandra K. Libby Long & Foster Real Estate, Inc.

    307 Carriage Run Rd, Annapolis, MD 21403
  • 1383 Sunwood Terrace, Annapolis, MD 21409
    1383 Sunwood Terrace, Annapolis, MD 21409
    1383 Sunwood Terrace, Annapolis, MD 21409
    /58

    $975,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 4,136 Sq Ft

    1383 Sunwood Terrace, Annapolis, MD 21409

    OPEN HOUSE - Sat 6/28, 10am-12pm. Welcome home to this stately brick front colonial located on the sought-after Broadneck Peninsula. Meticulously maintained, this home has an open layout, is light and bright and features gleaming hardwood floors and an updated eat-in kitchen with granite counters, center island and stainless appliances. Kitchen opens to the large family room that boasts

    Kimberly McGrath Long & Foster Real Estate, Inc.

    1383 Sunwood Terrace, Annapolis, MD 21409
  • 50 Amberstone Ct, Annapolis, MD 21403
    50 Amberstone Ct, Annapolis, MD 21403
    50 Amberstone Ct, Annapolis, MD 21403
    /30

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Amberstone Ct, Annapolis, MD 21403

    Convenient Annapolis Location! Enjoy the assigned parking space right outside your front door + an additional permit for a 2nd vehicle conveys! This move-in-ready townhome features open floorplan on main living area with updated flooring & half bath. The 2nd level offers 2 spacious bedrooms, Full Bath, and Laundry & Utility Room. Top level boasts abundant Primary En-Suite featuring vaulted

    Marie Grismer Long & Foster Real Estate, Inc.

    50 Amberstone Ct, Annapolis, MD 21403
  • 3209 Henson Ave, Annapolis, MD 21403
    3209 Henson Ave, Annapolis, MD 21403
    3209 Henson Ave, Annapolis, MD 21403
    /81

    $1,950,000

    • 5 Beds
    • 5.5 Baths
    • 4,348 Sq Ft

    3209 Henson Ave, Annapolis, MD 21403

    Perched above a quiet cove just minutes from downtown Annapolis, this refined Southern Colonial offers a rare combination of privacy, flexibility, and water views that will never be obstructed. With the Chesapeake Bay Foundation Nature Sanctuary directly across the creek, the setting is defined by light, sky, and uninterrupted natural beauty.\n\nGraciously scaled living and entertaining spaces

    Brian Mayer Samson Properties

    3209 Henson Ave, Annapolis, MD 21403
  • 1509 Feral Dae Ln Unit 102, Annapolis, MD 21409
    1509 Feral Dae Ln Unit 102, Annapolis, MD 21409
    1509 Feral Dae Ln Unit 102, Annapolis, MD 21409
    /38

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,757 Sq Ft

    1509 Feral Dae Ln Unit 102, Annapolis, MD 21409

    Sought after 3 BR/2 FBA "St. Michael" condo on the first floor w/ your garage across the hall in Four Seasons at St Margarets in 55+ community. Gourmet kitchen - granite counters, upgraded cabinets, recessed lighting, 1 yr old refrigerator, breakfast area and desk, hardwoods. The unit has a wonderful open flow and has just been freshly painted, 2021 Furnace, upgraded carpet, and relaxing patio.

    Brian Schilling EXP Realty, LLC

    1509 Feral Dae Ln Unit 102, Annapolis, MD 21409
  • 414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    /44

    $484,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    414 Blossom Tree Ct, Annapolis, MD 21409

    It’s rare to find a home that checks all the boxes—peaceful neighborhood, functional space, and a location that keeps you connected. This one does just that. Nestled on a quiet cul-de-sac in Whispering Woods, the setting feels tucked away while still offering easy access to everything Annapolis has to offer.Step outside and you’re just minutes from Broadneck parks, local shops, and waterfront

    James Bowerman Douglas Realty, LLC

    414 Blossom Tree Ct, Annapolis, MD 21409
  • 7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    /43

    $320,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403

    Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet have been installed. This is one MOVE IN READY. Enjoy all the ammenities that Baywoods has to offer and enjoy being directly on the Chesapeake Bay. Luxury and convenience at it's finest.

    Crystal Smith RE/MAX Executive

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
  • 2104 Harbor Dr, Annapolis, MD 21409
    2104 Harbor Dr, Annapolis, MD 21409
    2104 Harbor Dr, Annapolis, MD 21409
    /85

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    2104 Harbor Dr, Annapolis, MD 21409

    Sought-After Broadneck Area!This spacious Colonial offers 3 finished levels, 4 bedrooms, and 3.5 baths, perfectly situated in a desirable community with Broadneck schools. The upper level features 4 bedrooms, including an updated primary suite, hall bath and convenient laundry area. The main level boasts a formal living room and dining room, an updated kitchen with a breakfast area, a cozy family

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    2104 Harbor Dr, Annapolis, MD 21409
  • 1337 Blackwalnut Ct, Annapolis, MD 21403
    1337 Blackwalnut Ct, Annapolis, MD 21403
    1337 Blackwalnut Ct, Annapolis, MD 21403
    /59

    $649,999 Open Sun 11AM - 1:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    1337 Blackwalnut Ct, Annapolis, MD 21403

    Check out this charming, updated home in Blackwalnut Cove! With 4 bedrooms and 3.5 bathrooms, it offers plenty of space and privacy, backing onto the woods. The main floor features an open kitchen and living area, plus a separate dining room. The finished basement includes an in-law suite with a kitchen, living room, and bedroom. Upstairs, you'll find 3 spacious bedrooms, including a primary

    Sean O'Connor Coldwell Banker Realty

    1337 Blackwalnut Ct, Annapolis, MD 21403
  • 1367 Cedar Ave, Annapolis, MD 21403
    1367 Cedar Ave, Annapolis, MD 21403
    1367 Cedar Ave, Annapolis, MD 21403
    /59

    $895,000

    • 5 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    1367 Cedar Ave, Annapolis, MD 21403

    1367 Cedar Avenue – Modern Comfort Meets Coastal CharmSet on a beautifully landscaped corner lot just two blocks from Fishing Creek, this 5-bedroom, 3.5-bath updated craftsman colonial in Arundel on the Bay is the kind of home that instantly makes you feel at ease. Think breezy porch mornings, backyard cookouts, and friendly neighborhood waves—it’s Annapolis living at its best.The welcoming slate

    Kristi Krankowski RE/MAX One

    1367 Cedar Ave, Annapolis, MD 21403
  • 2714 Cabernet Ln, Annapolis, MD 21401
    2714 Cabernet Ln, Annapolis, MD 21401
    2714 Cabernet Ln, Annapolis, MD 21401
    /41

    $675,000 Open Thu 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,105 Sq Ft

    2714 Cabernet Ln, Annapolis, MD 21401

    This rare and luxurious brick front end unit townhome offers 4 levels of perfection! Located in the gated community of The Vineyards of Annapolis, this is one of the largest homes in the community at over 3,100 square feet featuring a bump out on three levels, allowing ample sunlight to flow throughout. The main level is highlighted by a recent kitchen renovation that includes modern quartz

    Nick Waldner Keller Williams Realty Centre

    2714 Cabernet Ln, Annapolis, MD 21401
  • 1010 Commanders Way N, Annapolis, MD 21409
    1010 Commanders Way N, Annapolis, MD 21409
    1010 Commanders Way N, Annapolis, MD 21409
    /30

    $424,000

    • 3 Beds
    • 2.5 Baths
    • 1,224 Sq Ft

    1010 Commanders Way N, Annapolis, MD 21409

    Cape St. Claire beautifully updated Townhouse featuring 3-bedroom, 2-full bath, 1-half bath home on 3 levels. Recent updates throughout, this home offers a spacious layout and a fully fenced in backyard. Main level has new LVP flooring. Large sunny primary bedroom features a newly renovated primary bathroom. The open kitchen has new quartz counter tops, stainless steel appliances and area for

    Benjamin Mueller Innovative Properties, Inc.

    1010 Commanders Way N, Annapolis, MD 21409
  • 13 Wainwright Dr, Annapolis, MD 21401
    13 Wainwright Dr, Annapolis, MD 21401
    13 Wainwright Dr, Annapolis, MD 21401
    /43

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    13 Wainwright Dr, Annapolis, MD 21401

    Don't miss this opportunity to get a turn-key home, in a wonderful water oriented community of Admiral Heights! Features include a wood burning fireplace, hardwood floors, open kitchen with breakfast bar, living room, dining room with sliding glass doors to the deck overlooking the fenced backyard, with lots of room to play. Lower level family room, guest bath, laundry room, garage & access

    Dawn Dougan Long & Foster Real Estate, Inc.

    13 Wainwright Dr, Annapolis, MD 21401
  • 2008 Peggy Stewart Way Unit 304, Annapolis, MD 21401
    2008 Peggy Stewart Way Unit 304, Annapolis, MD 21401
    2008 Peggy Stewart Way Unit 304, Annapolis, MD 21401
    /30

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    2008 Peggy Stewart Way Unit 304, Annapolis, MD 21401

    Stunning Top Floor w/ Vaulted ceilings condo in sought after Tidewater Colony! Entire condo has been remodeled May 2025 - New Kitchen cabinets, quartz, backsplash and stainless appliances, new LVT flooring throughout, Freshly painted top to bottom, new vanities and lighting in bathrooms, Gas FP w/ built-in entertainment, upgraded lighting, private balcony w/ 2 entrances. 2017 - AC unit (Trane)

    Brian Schilling EXP Realty, LLC

    2008 Peggy Stewart Way Unit 304, Annapolis, MD 21401
  • 1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    /54

    $930,000

    • 3 Beds
    • 3 Baths
    • 2,868 Sq Ft

    1634 Orchard Beach Rd, Annapolis, MD 21409

    An incredible opportunity with endless potential awaits! This 3-bedroom, 3-bath home sits on an elevated 3 acres, offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Whether you're looking to enjoy the existing solidly built home, renovate, or expand - this property provides the space and flexibility to create your dream retreat. Take advantage

    Rachel Best RE/MAX Leading Edge

    1634 Orchard Beach Rd, Annapolis, MD 21409

Showing Results 1 - 40, Page 1 of 2

Maryland Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 28 days on the market compared to the national average of 50 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$820,000
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$400,000
Median 1 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$349
Number of Homes for Sale
237
Last 12 months Home Sales
1,071
Months of Supply
2.70
Median List Price
$637,875
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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